Cheap Flights to Captiva Island from $28

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How Much Does it Cost To Fly To Captiva Island?

The cheapest prices found with in the last 7 days for return flights were $55 and $28 for one-way flights to Captiva Island for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Mar 3 - Wed, Mar 4
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$55 Roundtrip, found 1 hour ago
$55
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Mar 3 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Mar 4, priced at $55 found 1 hour ago
OriginDestinationTravel DatesFlights From*
ORDFort MyersMarch 3 to March 7$63
CLEFort MyersFebruary 17 to February 19$99
PHLFort MyersFebruary 9 to February 12$99
BOSFort MyersMarch 2 to March 11$101
DTWFort MyersMarch 8 to March 17$120
EWRFort MyersFebruary 23 to March 4$124
YYZFort MyersMarch 29 to April 5$165
MSPFort MyersMay 5 to May 21$187
MKEFort MyersMarch 1 to March 5$202
INDFort MyersMarch 31 to April 7$223
MSPPunta GordaApril 2 to April 16$267
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PSMFort MyersJanuary 31 to February 7$147
DTWFort MyersJanuary 31 to February 7$158
ORDFort MyersFebruary 1 to February 4$204
CLEFort MyersJanuary 31 to February 10$223
YYZFort MyersJanuary 31 to February 12$235
PHLFort MyersJanuary 31 to February 7$253
EWRFort MyersFebruary 1 to February 3$319
MSPFort MyersFebruary 1 to February 5$333
INDFort MyersJanuary 31 to February 18$340
MKEFort MyersJanuary 30 to February 26$353
*Prices include taxes and fees

Captiva Island Flight Information

Traveling to
Captiva Island
Lowest Price
$55
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Captiva Island Accommodation Deals

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
$357 nightly
The price is $398 total per night from Jan 30 to Jan 31
$398 total
Jan 30 - Jan 31
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel ...
8.6/10 Excellent! (999 reviews)
The location was fabulous. The staff was friendly

Reviewed on Jan 24, 2026

Opens in a new windowTween Waters Island Resort & Spa
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
$568 nightly
The price is $634 total per night from Feb 4 to Feb 5
$634 total
Feb 4 - Feb 5
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 7 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina ...
8.2/10 Very Good! (1,004 reviews)
Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk.

Reviewed on Dec 10, 2025

Opens in a new windowSouth Seas Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Captiva Island

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
$357 nightly
The price is $398 total per night from Jan 30 to Jan 31
$398 total
Jan 30 - Jan 31
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel ...
8.6/10 Excellent! (999 reviews)
The location was fabulous. The staff was friendly

Reviewed on Jan 24, 2026

Opens in a new windowTween Waters Island Resort & Spa
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
$568 nightly
The price is $634 total per night from Feb 4 to Feb 5
$634 total
Feb 4 - Feb 5
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 7 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina ...
8.2/10 Very Good! (1,004 reviews)
Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk.

Reviewed on Dec 10, 2025

Opens in a new windowSouth Seas Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Captiva Island

South Seas Resort
Great for families

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
$568 nightly
The price is $634 total per night from Feb 4 to Feb 5
$634 total
Feb 4 - Feb 5
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 7 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina ...
8.2/10 Very Good! (1,004 reviews)

Families like: Outdoor pools, waterslide, kitchen, on the beach

Travelers say...
Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk.

Reviewed on Dec 10, 2025

Opens in a new windowSouth Seas Resort
Tween Waters Island Resort & Spa
Great for families

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
$357 nightly
The price is $398 total per night from Jan 30 to Jan 31
$398 total
Jan 30 - Jan 31
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel ...
8.6/10 Excellent! (999 reviews)

Families like: Outdoor pools, on the beach, bicycle rentals, outdoor tennis courts

Travelers say...
The location was fabulous. The staff was friendly

Reviewed on Jan 24, 2026

Opens in a new windowTween Waters Island Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Captiva Island Flight and Hotel Packages

Captiva Island flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
Price was $762, price is now $461 per person
$461
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $924, price is now $516 per person
$516
per person
Mar 1 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $2,315, price is now $1,318 per person
$1,318
per person
Mar 1 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Don't see what you're looking for?
See all available trips from Boston to Captiva Island
View all trips

Captiva Island flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Price was $931, price is now $722 per person
$722
per person
Feb 28 - Mar 3
just found
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $999, price is now $756 per person
$756
per person
Feb 28 - Mar 3
just found
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Price was $2,604, price is now $1,987 per person
$1,987
per person
Mar 5 - Mar 12
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Don't see what you're looking for?
See all available trips from Boston to Captiva Island
View all trips

Need a Car For After Your Flight?

Midsize

  • 5 people
  • Unlimited mileage
Ft Myers, Florida, USA

$25

$78 total
found 2 days ago
Midsize undefined

Fullsize

  • 5 people
  • Unlimited mileage
Ft Myers, Florida, USA

$26

$80 total
found 2 days ago
Fullsize undefined

Special

  • 4 people
  • Unlimited mileage
Fort Myers, Florida, USA

$37

$107 total
found 2 days ago
Special undefined

Mini Van

  • 7 people
  • Unlimited mileage
Fort Myers, Florida, USA

$40

$114 total
found 2 days ago
Mini Van undefined
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I fly to Captiva Island right now?
This will depend on several factors, such as your departure point and any COVID-19 restrictions in place in your destination. Before organizing your flight to Captiva Island, check official government websites for updates. Our Covid-19 Travel Advisor also has helpful information about travel during the COVID-19 pandemic, including regulations, quarantine requirements and social distancing rules at your destination.
How much is the cheapest flight to Captiva Island?
Within the last seven days, the cheapest roundtrip flight to Captiva Island cost $55 on our site. Look through our incredible deals, secure your booking and start planning for your next dream vacation. This price was available on Travelocity for flights to Captiva Island departing within the next year. Prices and availability are subject to change. Additional terms apply.
If I cannot travel due to COVID-19, can I change my booking to a later date?
Find all the answers you need on our Customer Service Portal link. COVID-19 rules often vary between fare types, so make sure you read the terms and conditions of your tickets to Captiva Island to find out where you stand.
What is the cheapest month to fly to Captiva Island?
March is the cheapest month to jet off to Captiva Island based on Travelocity's direct return flight demand from January to December last year. We'll help you bag an awesome deal so you can start arranging your vacation today.
How can I check my flight status to Captiva Island?
Check the status of your flight to Captiva Island, make tweaks to your journey and lots more from our useful Trips portal. Found at the top right of our homepage, it's your gateway to viewing your bookings. Just log in or open an account in seconds. Savvy adventurers will also enjoy the Travelocity app. You'll get alerts for flight delays and gate changes, along with the ability to view deals on hotels, flights and rental cars while you're on the move. If you have family flying with you, it's also a neat way to share your flight details with each other.
How do I find the best deals on flights to Captiva Island?
Being flexible with your travel dates is one way to walk away with a sensational deal. Travelocity makes it a snap to find your ideal fare through the "Flexible dates" feature. First, search for your Captiva Island flight, then compare the cheapest prices for surrounding dates by clicking the Flexible dates dropdown box above. Booking ahead and traveling outside of peak periods are other things you can do. In the last seven days, the lowest price for a roundtrip flight to Captiva Island was $55. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Captiva Island with Travelocity?
Pack your luggage and get set to jet off with Travelocity. We'll help you find fantastic deals on cheap flights to Captiva Island. Whether you're chasing airfares with flexible cancellation policies or cheap family flights from budget airlines, we've got what you need.
What are the most popular flight routes to Captiva Island?
With great connections, booking flights to Captiva Island is hassle-free. Check out some of the major flight routes to this leading destination:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Southwest Florida Intl. Airport (RSW) - 1,434 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Southwest Florida Intl. Airport (RSW) - 1,139 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Southwest Florida Intl. Airport (RSW) - 719 flights a month.

How much is a flight to Captiva Island on average?
Based on prices found over the last seven days, roundtrip flights to Captiva Island were between $55 and $353. When you're ready to hop on a plane, Travelocity will help you find a fare that'll fit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Captiva Island?
Where you leave from will largely determine how much time your direct flight to Captiva Island will take. Here are a few of the popular routes to Captiva Island and average journey times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Southwest Florida Intl. Airport (RSW) - 1 hour and 34 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 55 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Southwest Florida Intl. Airport (RSW) - 1 hour and 52 minutes

What can I expect on a flight to Captiva Island?
Factors such as which airline you're jetting off with and where your plane leaves from will mostly determine your experience on board. You'll likely find all types of flights to Captiva Island, from cheap flights for family vacations to first class fares. Warm meals and entertainment are generally what most airlines provide on long-haul flights.

Plane Tickets To Captiva Island

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Captiva Island. Browse through our inventory to explore a wide range of cheap flights to Captiva Island to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Captiva Island as you anxiously await to exit the plane and explore what Captiva Island has to offer. Considering all the amazing local food and culture in Captiva Island, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Captiva Island to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Captiva Island without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Captiva Island with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Captiva Island today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.